New imidazole alkaloids from the Indonesian sponge Leucetta chagosensis

被引：76

作者：

Hassan, W

Edrada, R

Ebel, R

Wray, V

Berg, A

van Soest, R

Wiryowidagdo, S

Proksch, P

机构：

[1] Univ Dusseldorf, Inst Pharmaceut Biol, D-40225 Dusseldorf, Germany

[2] Gesell Biotechnol Forsch mbH, D-38124 Braunschweig, Germany

[3] Hans Knoll Inst Nat Stofforsch, D-07745 Jena, Germany

[4] Univ Amsterdam, Museum Zool, NL-1092 AD Amsterdam, Netherlands

[5] Univ Indonesia, Fac Math & Sci, Dept Biol, Depok, Indonesia

来源：

JOURNAL OF NATURAL PRODUCTS | 2004年 / 67卷 / 05期

关键词：

D O I：

10.1021/np0305223

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Chemical investigation of the sponge Leucetta chagosensis collected in Indonesia afforded five new imidazole alkaloids, naamine F (2), naamine G (3), kealiinine A (6), kealiinine B (7), and kealiinine C (8), in addition to the known compound naamine A (1). Naamine G (3) exhibited strong antifungal activity against the phytopathogenic fungus Cladosporium herbarum and also showed mild cytotoxicity against mouse lymphoma (L5178Y) and human cervix carcinoma (HeLa) cell lines. In the brine shrimp assay, kealiinine A (6) was more active than naamine G (3). The structures of the new compounds were unambiguously established by 1D and 2D NMR and MS data.

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页码：817 / 822

页数：6

相关论文

共 22 条

[1] 2 IMIDAZOLE ALKALOIDS FROM A SPONGE [J].

AKEE, RK ;

CARROLL, TR ;

YOSHIDA, WY ;

SCHEUER, PJ ;

STOUT, TJ ;

CLARDY, J .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) :1944-1946

[2] 2-AMINOIMIDAZOLES AND THEIR ZINC-COMPLEXES FROM INDO-PACIFIC LEUCETTA SPONGES AND NOTODORIS NUDIBRANCHS [J].

ALVI, KA ;

PETERS, BM ;

HUNTER, LM ;

CREWS, P .

TETRAHEDRON, 1993, 49 (02) :329-336

[3] 2-AMINO IMIDAZOLE ALKALOIDS FROM THE MARINE SPONGE LEUCETTA-CHAGOSENSIS [J].

CARMELY, S ;

ILAN, M ;

KASHMAN, Y .

TETRAHEDRON, 1989, 45 (07) :2193-2200

[4] NAAMINES AND NAAMIDINES, NOVEL IMIDAZOLE ALKALOIDS FROM THE CALCAREOUS SPONGE LEUCETTA-CHAGOSENSIS [J].

CARMELY, S ;

KASHMAN, Y .

TETRAHEDRON LETTERS, 1987, 28 (26) :3003-3006

[5] NEW IMIDAZOLE ALKALOIDS FROM THE SPONGE LEUCETTA SP AND THE ASSOCIATED PREDATORY NUDIBRANCH NOTODORIS-GARDINERI [J].

CARROLL, AR ;

BOWDEN, BF ;

COLL, JC .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1993, 46 (08) :1229-1234

[6] Variation in the alkaloids among indo-pacific Leucetta sponges [J].

Crews, P ;

Clark, DP ;

Tenney, K .

JOURNAL OF NATURAL PRODUCTS, 2003, 66 (02) :177-182

[7]

Dunbar DC, 2000, TETRAHEDRON, V56, P8795

[8] Uniquely modified imidazole alkaloids from a calcareous Leucetta sponge [J].

Edrada, RA ;

Stessman, CC ;

Crews, P .

JOURNAL OF NATURAL PRODUCTS, 2003, 66 (07) :939-942

[9] Four new bioactive lobane diterpenes of the soft coral Lobophytum pauciflorum from Mindoro, Philippines [J].

Edrada, RA ;

Proksch, P ;

Wray, V ;

Witte, L ;

van Ofwegen, LP .

JOURNAL OF NATURAL PRODUCTS, 1998, 61 (03) :358-361

[10] Four new bioactive manzamine-type alkaloids from the Philippine marine sponge Xestospongia ashmorica [J].

Edrada, RA ;

Proksch, P ;

Wray, V ;

Witte, L ;

Muller, WEG ;

VanSoest, RWM .

JOURNAL OF NATURAL PRODUCTS, 1996, 59 (11) :1056-1060